AIIMS AIIMS Solved Paper-2010

  • question_answer
    The correct order of decreasing acid strength of trichloroacetic acid (A) trifluoroacetic acid (B), benzoic acid (C) and formic acid (D) is

    A) \[A>B>C>D\]    

    B) \[A>C>B>D\]                    

    C) \[B>A>D>C~\]

    D)        \[B>A>C>D\]

    Correct Answer: C

    Solution :

    Presence of electron withdrawing group like \[-F,-Cl\]( \[-F\] is more electron withdrawing) increases the acidity of carboxylic acids by decreasing electron density on the oxygen atom of \[O-H\] bond. Due to it the \[O-H\] bond becomes weaker and proton is released easily. Phenyl group \[(-{{C}_{6}}{{H}_{5}})\] is also an electron withdrawing group. But it decreases the acidity of \[-COOH\] group when attached to the chain. This is because of \[+R\] effect which tends to destabilise the ion. Thus, the order of acidity is \[\underset{(A)}{\mathop{C{{F}_{3}}COOH}}\,>\underset{(A)}{\mathop{CC{{l}_{3}}COOH}}\,>\underset{(D)}{\mathop{HCOOH}}\,\]                                                   \[\underset{(C)}{\mathop{>{{C}_{6}}{{H}_{5}}COOH}}\,\]


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